4.4 Article

Stereoselective total syntheses of varioxiranol B and varioxiranol C

Journal

TETRAHEDRON
Volume 145, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2023.133621

Keywords

Varioxiranol B; Varioxiranol C; Total synthesis; Chiral pool

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The enantioselective total syntheses of naturally occurring salicyl alcohols varioxiranol B and varioxiranol C, isolated from the marine-derived fungus Emericella variecolor, have been successfully accomplished for the first time using convergent strategies.
The enantioselective total syntheses of varioxiranol B and varioxiranol C, two naturally occurring salicyl alcohols isolated from the marine-derived fungus Emericella variecolor, have been accomplished for the first time by convergent strategies. The synthesis features rapid access to the key chiral backbone from chiral pool 2, 3-Oisopropylidene-D-ribose and the formation of styrene skeleton employing olefin cross-metathesis and the acidcatalyzed one-pot deacetylation and acetonide deprotection.

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